Abstract <p>The new compounds synthesized by sequential reactions starting from a diamine 4-(4-aminophenyl)thiazol-2-amine <b>1</b> (which results from the reaction of 4-aminoacetophenon and thiourea with iodide), the compound <b>1</b> was reacted with chloroacetic acid to yield 2-(4-(4-(Carboxymethylamino)phenyl)thiazol-2-ylamino)acetic acid <b>2</b>. While the 5-((4-(4-((5-amino-1,3,4-thiadiazol-2-yl)methylamino)phenyl)thiazol-2-ylamino)methyl)-1,3,4-thiadiazol-2-amine <b>3</b> was obtained from the reaction of compound 2 with thiosemicarbazide in POCl<sub>3</sub>. Finally reacted the compound <b>3</b> with different aromatic aldehydes or ketone to produce Schiff bases compounds <b>4a–4f</b>. The synthesized derivatives characterized <i>via</i> FT-IR, <sup>1</sup>H NMR and mass spectroscopy. The biological activity of the synthesized compounds was evaluated against two types of bacteria gram-positive (<i>Staphylococcus aureus</i>) and gram-negative (<i>Escherichia coli</i>) as well as against one type of fungus, the results show moderate activity against the bacteria under study.</p>

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Synthesis and Biological Activity of New Heterocyclic Compounds Derived from Diamine Derivatives

  • K. A. Alheety,
  • J. M. Abdulrasool,
  • N. H. Karam,
  • J. H. Tomma,
  • A. H. Al-Dujaili

摘要

Abstract

The new compounds synthesized by sequential reactions starting from a diamine 4-(4-aminophenyl)thiazol-2-amine 1 (which results from the reaction of 4-aminoacetophenon and thiourea with iodide), the compound 1 was reacted with chloroacetic acid to yield 2-(4-(4-(Carboxymethylamino)phenyl)thiazol-2-ylamino)acetic acid 2. While the 5-((4-(4-((5-amino-1,3,4-thiadiazol-2-yl)methylamino)phenyl)thiazol-2-ylamino)methyl)-1,3,4-thiadiazol-2-amine 3 was obtained from the reaction of compound 2 with thiosemicarbazide in POCl3. Finally reacted the compound 3 with different aromatic aldehydes or ketone to produce Schiff bases compounds 4a–4f. The synthesized derivatives characterized via FT-IR, 1H NMR and mass spectroscopy. The biological activity of the synthesized compounds was evaluated against two types of bacteria gram-positive (Staphylococcus aureus) and gram-negative (Escherichia coli) as well as against one type of fungus, the results show moderate activity against the bacteria under study.